Major Comeback

I stood in front of my mirror and looked at myself. I began hyping myself up for this date and getting myself motivated. "It's just a minor setback for a major comeback. Don't think about Hannah, don't mention Hannah, don't even associate with her anymore. She cheated on you...it's all about Vanessa right now."

I checked my phone and checked the time. It was only 5:10 PM. I decided to finish up getting ready and head toward her apartment then go to the restaurant we agreed to go to. I left my house and got into my car then drove off. I once again grew antsy because I was a bit nervous, yet excited at the same time. I had some security of knowing the women I "rent" won't betray me without reason.

I made it to her apartment complex then waited outside. I waited for a bit then noticed Vanessa walk outside. She looked for my car then spotted me and hurried over to my car. I unlocked the door for her and she got in.

"Hey~" Vanessa greeted and smiled.

"Hey..~" I greeted back and returned her smile. "You ready to go?"

"Yeah, I'm starving." Vanessa joked a bit.

I let out a soft chuckle then put my car in drive then drove off. "So how was work?"

"Boring! Literally one of my worst days, but it's a consistent paycheck so I can't complain too much." Vanessa said and looked at me.

"Really? You don't get much money from this line of work?" I asked.

"Meh...Most of the guys that do rent me suddenly stop either because they don't have the funds to consistently keep me around or just abandoned me completely." Vanessa said.

"Really? For some reason I find that hard to believe." I said.

Vanessa looked at me and smiled. "Oh? Why's that?"

"Because you're insanely beautiful. How can someone like that just give up on someone like you?" I said and smiled.

Vanessa blushed a bit and rolled her eyes. "This service is very expensive..~ You have to pay $150 EACH time you want me around..~ Do you have what it takes?"

"More than enough." I said with a soft chuckle.

[Notice: Every Darling has a Trust Meter. Reach 100% to keep her indefinitely without a cost.]

[Vanessa Trust Meter: 5%]

[Notice: To boost the Trust Meter, you must show her a good time and treat her nicely. Partaking in her hobbies and spending time with her on her birthday will boost her Trust Meter greatly!]

"So what do you do for work?" Vanessa asked.

"I own my father's Car Dealership. You know Elite Horizons?" I asked.

"What? You own Elite Horizons?! That's like one of the best dealerships out here in New Slate City! I can't believe you actually own it...With that amount of money, it's a wonder on how you don't have an actual girlfriend. She would've been so happy." Vanessa smiled and looked out the window.

"Yeah, she would've.." I said.

After thirty minutes of driving, we made it to a restaurant named Platinum Gourmet. I parked the car and got out then walked toward Vanessa's side and opened the door for her. She smiled at me and got out. Together we walked toward the entrance and entered the restaurant. A waitress took us to our reserved seats.

"Hello, my name is Jade. I'll be your waitress for tonight, I just want to say you two look stunning tonight." Jade said and smiled at us.

"Thank you, it's our first date today~" Vanessa said and giggled softly.

"Well I wish upon you two a wonderful date~" Jade smiled.

After our greetings, we ordered what we wanted and Jade soon walked off to retrieve our order. Vanessa and I made small talk and learned more about each other. Vanessa was truly a down to earth person from what she allowed me to see. She had such a beautiful smile and laugh...she also had such an enjoyable presence and she really cheered me up. I nearly forgot why I was even upset to begin with...that's how much Vanessa was able to cheer me up in this moment.

_________

"Ahh~ That was a nice dinner..~ I'm so full~" Vanessa said and smiled at me.

I chuckled softly and looked at Vanessa. "Me too... We've definitely got to come back here some time. This is a very nice place."

"It's one of my favorites~" Vanessa giggled.

My phone buzzed and I took it out of my pocket. I looked at it and noticed Dearie trying to help me.

[Suggestion: Take Vanessa To The Park]

I put my phone in my pocket then opened the door for Vanessa. She smiled at me then got in the car. I closed the door then got in on the driver's side.

"Before we end this date, mind going to the park with me?" I asked.

[Vanessa's Trust Increased!]

Vanessa looked at me and seemed a bit surprised. "Really?"

"Yeah, the night is still young...Why not go?" I said and smiled.

Vanessa smiled and nodded. "Sure, why not..~"

I started my car then made my way from the parking lot. We talked more as I drove to the park. I really enjoyed talking to Vanessa and spending time with her. I could tell she also enjoyed my company as well...she was really something.

We made it to the park and I parked my car then we got out. I offered my hand to her and she happily held my hand. We began our stroll around the park and took time to view the area.

"It's been so long since I last went on a stroll with someone, especially at this time of night..." Vanessa said.

"How long ago was it?" I asked.

"It's been like a year...and that night ended with us having sex until the sun rose." Vanessa chuckled.

I looked at Vanessa and she looked at me.

"I mean, my services do include sexual intercourse so if you want to remake that special night..." Vanessa said and smiled.

"Really?" I asked.

"Unless you're scared~" Vanessa teased and playfully bumped into me.

I smiled and scoffed. "Scared of what? Making you obsessed with me..?~"

"Oooh~ Big talk for a man like you..~ I like that..~" Vanessa chuckled.

We joked around for the duration of our stroll then made our way back to my car. I back out the parking lot then went to a secluded area.

Vanessa maneuvered her way to the backseat and raised her skirt. "You're the first man to ever have sex with me on the first date..~ I should've charged a bit extra, but I like your style..so come back here and show me a good time..~"

I made my way to the back seat then Vanessa mounted on top of me. She held my cheeks then leaned into me to kiss my lips. I kissed back and it was like all my worries vanished within an instant. Her soft lips touching mine send waves of pleasurable feelings throughout my body. I couldn't truly explain the feeling, but all I knew was Vanessa was experienced. The way she bit my bottom lip as we kissed...it was like textbook flirtation, but it was effective.

Vanessa pulled away and began to unbuckle my belt. She bit her bottom lip and pressed her forehead against mine then pulled my pants and underwear down. "I hope you can handle me...~"

"I should be saying those words..." I whispered and unfastened her skirt.

Vanessa pulled her panties to the side then wrapped her fingers around my member. She shuddered as she rubbed the tip of my shaft along the slit of her wet womanhood. She stared into my eyes as she began to guide me inside her.

"Oh...fuck..." Vanessa moaned as she began to sink down onto my cock.

She began to slowly move her hips back and forth, moaning softly as she rode my cock. I haven't felt such pleasure in months. Hannah and I didn't have sex in months and this was the first time in months I've had sex. Vanessa's pussy was so tight to the point of driving me insane.

I smacked her ass, causing her to let out an excited sound and caused her to ride me faster. "Just like that..~ Just like that..~"

Vanessa kept moaning and rocking her hips, wrapping her arm around my nape. "You...feel so good inside me..~ I—Haaah..!~ I'm already so close..!~"

I smacked her ass harder and let out a sultry chuckle. "Don't stop..~ Keep moving..~"

Vanessa ran her fingers through my hair and began riding me faster. She closed her eyes tightly as she began to cum. Her insides contracted and squeezed my cock as she came along my member. I held her hips and carefully laid her on the seat. I pulled out of her and made her turn around.

Vanessa looked back at me and her body grew excited as I gripped her hips and buried myself inside her once again. She moaned loudly and covered her mouth. "Fuck...!~ So...rough..!~"

I began thrusting my cock inside her and listened to her intense moans. Each thrust sent waves of pure ecstasy throughout her body and made me feel pure bliss. Listening to her moans was like a first experience again, the excitement my body felt hearing her moan for me was immeasurable.

"Say my name!" I growled seductively.

"Haaah!!~ C-Claudio!~" Vanessa cried out.

I smacked her ass and began thrusting rougher. "Louder!"

"Ahhaah!!~ Claudio!!~ Fuck..!~ Oh don't stop, don't stop!~" Vanessa moaned and begged, placing her hand on the door to keep her balance.

Her begs and moans was something I've always wanted to hear, it made me feel in control...It made me feel amazing. She was so submissive in this moment...Although she was essentially rental, the emotions displayed were definitely real. The feeling was real...

"I'm close..!" I warned.

"Yes!~ Give it to me!" She moaned.

I gripped her hips tightly and groaned as I began to cum inside her. I gave her one last thrust, fully erupting my seed inside her without a second thought.

"Yes!!~ Oh god!~" Vanessa moaned and panted heavily.

I pulled out of her and she fell limp on the seat. I checked up on her and rubbed her back. "You okay..?"

"Yeah..~ Yeah I'm okay..~" Vanessa panted heavily.

We took time to rest up and recover our stamina before getting dressed again. After we gathered ourselves, I took her home. We shared a good night kiss then she got out the car. I watched her go inside her apartment then drove home myself.

...

...

...

My alarm clock went off and I groaned softly. I turned it off and sat up then yawned. I grabbed my phone and noticed a text from Vanessa.

{Vanessa: Last night was fun..~ We should go on another date sometime..~}

[Vanessa's Trust Increased!]

[Suggestion: Pick another woman to go on a date with!]

I checked the Dearie Map and checked to see who was around. There was one a few blocks down from me. I clicked on her and my eyes widened.

[Name: Cassie Ables]

[Age: 22]

[Birthday: April 4th]

[Occupation: College Student]

[Hobbies: Going to karaoke, Shopping, Lounging around]

[Price: $390]

Cassie was a fair skinned woman with golden blonde hair, beautiful brown eyes, and beautiful pink lips. She was naturally beautiful without make up and her lashes were naturally long. She was insanely cute and was a bit of an airhead, but a hot airhead. She was so beautiful her idiocracy could be overlooked because of her beauty.

"This is Hannah's sister..." I said then hatched a devious idea. I decided to pay for Cassie and text her.

{Cassie: Oooh~ A Karaoke Date?~ I'd love to!~ Meet me at 12~ I'll invite others!~}

[Message: This is going to be problematic.]

"Why?" I asked and looked at Dearie.

[Message: Your intentions are malicious...but it's interesting. I will see where this goes.]

I nodded and got out of bed to get ready for the day.

_____________

I made it to the karaoke then parked my car. I noticed Cassie with Dane and Hannah and a few of her college friends. Cassie noticed my car and grew excited.

"There he is!~ My date!~" Cassie giggled.

Hannah looked at my car then her eyes widened as I got out of the car. Dane also looked at me surprised.

Cassie hurried over to me and hugged me. "Claudie!~ It's been so long!~"

I hugged her back and smiled. "Since high school..~"

"Oh shiiit..." One of the girls snickered and looked at Hannah. "Isn't that your ex..?"

"Yeah..." Hannah said with salt in her voice.

"They seem like...hella close don't they..?" The other girl said.

"Too close..." Hannah scowled.

Cassie held my arm and walked with me to the others. "Everyone, my date Claudio!~"

"How could you, Cassie? This is my fucking ex!" Hannah said and pointed at me.

"So?~ He's not your boyfriend anymore so what's the issue?~" Cassie asked and smiled innocently.

"You're dirty dude." Dane said.

I shrugged and smirked. "Am I really though? I mean, she's no longer my girlfriend so I'm free to date whoever, whenever."

"My sister though?! You couldn't have found anyone else?!" Hannah asked in anger.

I looked at Cassie then back at Hannah. "Nope..."

Cassie looked up at me. "We should go inside, I don't wanna miss my reservations..~"

"Right, let's go~" I said and walked with Cassie inside the building.

"Oop~ Looks like there's gonna be drama and I'm all here for it~" One of the girls chuckled.

"Finally something interesting..~" The other said and walked inside.

"Just ignore it, babe. We're here for a good time. Let him be messy by himself." Dane said.

Hannah huffed and sighed. "Okay..."